You would not necessarily be blocking Ridgeway unless you had close to 50 cars, or more. How many does the siding hold, maybe 25? Or a bit less with today's cars. So anything up to that amount you put on the main and run around through the siding. Derails are not an issue. I presume derails are only on the north (downhill) ends anyway, right?
If you have, say 40, you put your 25 on the main (or whatever it will hold), 15 on the siding, run around through the Old Way (I'm making the assumption they would put both tracks into usable shape.) When you double the 15 onto the main you should still be clear Ridgeway, and your conductor has the 6-foot on the west side for somewhat reasonable walking conditions.
Having to switch Folding Box does make Charlotte a bit more attractive, although it would not be impossible to leave the cars from Kodak at Ridge Road. Can't recall the amount of grade at the box shop - will the cars roll by? (Or are you not allowed to do that?)
Over time things change, and the basic ground rules today are much different and more restrictive than years ago, and a smaller crew as well. But I would give a lot of money to be a mouse in the corner of the room when some TM tried to tell a crew 40 years ago they HAD to go to Charlotte instead of running around at Kodak. The explosion would have been heard for miles!